4-Nitrophenylboronic acid

4-Nitrophenylboronic acid Basic information
Product Name:4-Nitrophenylboronic acid
Synonyms:4-NITROPHENYLBORONIC ACID;4-NITROBENZENEBORONIC ACID;RARECHEM AH PB 0141;P-NITROPHENYLBORONIC ACID;4-Nitrophenylboronic Acid (contains varying amounts of Anhydride);4-Nitrophenylboronic acid ,97%;4-Borononitrobenzene;Boronic acid, B-(4-nitrophenyl)-
CAS:24067-17-2
MF:C6H6BNO4
MW:166.93
EINECS:627-647-7
Product Categories:Boronate Ester;Boronic Acid;blocks;BoronicAcids;B (Classes of Boron Compounds);Potassium Trifluoroborate;Substituted Boronic Acids;Boronic acids;Aryl;Boronic Acids;Boronic Acids and Derivatives
Mol File:24067-17-2.mol
4-Nitrophenylboronic acid Structure
4-Nitrophenylboronic acid Chemical Properties
Melting point 285-290°C (dec.)
Boiling point 373.7±44.0 °C(Predicted)
density 1.40±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility DMF: 15 mg/ml; DMSO: 15 mg/ml; Ethanol: 15 mg/ml; Ethanol:PBS (pH 7.2) (1:5): 0.16 mg/ml
pka7.04±0.10(Predicted)
form Crystalline Powder
color White to yellow
Water Solubility Slightly soluble in water.
InChIKeyNSFJAFZHYOAMHL-UHFFFAOYSA-N
CAS DataBase Reference24067-17-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 26-36/37/39-24/25
WGK Germany 3
Hazard Note Harmful
HS Code 29319090
MSDS Information
4-Nitrophenylboronic acid Usage And Synthesis
Description4-Nitrobenzeneboronic acid is an arylboronic acid building block that has been used in the synthesis of phenols.
Chemical PropertiesWhite to brown powder or crystal
Uses4-Nitrophenylboronic Acid is a useful synthetic intermediate. It is a reagent used for ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings, Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines and Diels-Alder or C-H activation reactions.
UsesReagent used for
  • Ligand-free palladium-catalyzed Suzuki-Miyaura cross-couplings
  • Ruthenium catalyzed direct arylation of benzylic sp3 carbons of acyclic amines
  • Diels-Alder or C-H activation reactions
  • Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulations
  • N-arylation of phenylurea using copper acetylacetonate catalyst
  • Environmentally benign one-pot synthesis through a double arylation process
  • Copper-mediated cyanations
  • copper-catalyzed arylations
  • Regioselective glycosylations
  • Suzuki couplings followed by arylations
  • X-ray absorption on rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins

Reagent used in Preparation of
  • Combretastatin analogs as potential antitumor agents
  • Human immunodeficiency virus (HIV) protease inhibitors with antiviral activities against drug-resistant viruses
Usessuzuki reaction
2,4,6-Trinitrotoluene 2-(2-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4-METHOXY-3-NITROPHENYLBORONIC ACID, PINACOL ESTER Nitromethane 4-Nitrophenylboronic acid 5-CYANO-2-NITROPHENYLBORONIC ACID Phenylacetone Zinc borate 4-METHOXY-3-NITROPHENYLBORONIC ACID 3-NITROPHENYLBORONIC ACID, PINACOL ESTER Phenylboronic acid 3-NITROPHENYLBORONIC ACID,M-NITROPHENYLBORONIC ACID 3-(N,N-DIETHYLAMINOCARBONYL)-5-NITROPHENYLBORONIC ACID Nitrobenzene 4-NITROPHENYLBORONIC ACID PINACOL ESTER 4,4,5,5-TETRAMETHYL-2-(2-METHYL-4-NITROPHENYL)-1,3,2-DIOXABOROLANE 4-NITROPHENYLBORONIC ACID NEOPENTYL GLYCOL ESTER [3-(DIMETHOXYMETHYL)-4-NITROPHENYL]BORONIC ACID

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